The summation of Will's tendency to trust was correct. It was difficult to place faith in anyone after being abused by a spectrum of people--- from his own father to nameless peers to doctors that enjoyed experimenting on him. He was not a selfish or cruel boy by any means but he instinctively shied from intimacy. Only a truly relentless and affectionate person could disassemble his walls in short order.
Azrael's offer startled Will a little. After having seen him at his most grotesque and vulnerable the man wanted to... spend time with him? Was he really that pathetic? Will loathed pity (which this undoubtedly was) yet could not deny he was starved for affection after being deprived of the wealth of it he was used to. The man had extended a temptation he was helpless to resist.
One corner of Will's mouth turned slightly up in a micro-expression that many would miss. Once upon a time smiles had not come as infrequently as warm days in winter but ever since the ostracism and anguish following his stint in the Upside Down he had not been given to them. Preya was prying far more of them out than Hawkins could.
"A stranger's never offered to buy me anything before." In the past strangers preferred to pretend he didn't exist when they could and expressed discomfort when they couldn't. "I think that would be nice. Ice cream always makes me feel better. And I don't... really want to be alone right now." Usually in times such as these he spent a sleepless night drawing and listening to his increasingly garbled mixtapes. But that was never what he really wanted to do. Company sounded much better.
As if to punctuate the comment about air quality Will sneezed. It made him feel light-headed after the shock his episode and all the crying. Yes, it was best to get out of the filthy outbuilding. He levered himself up like a baby deer, all shaking limbs and drunken swaying.